just cause i wanted to give my idea, even though it is already in game (sorry if i annoy, and again just me being silly) I think that for "The Derpy" really it would involve having to make a bunch of mistakes in like one of the more current "challenging" dungeons (keep in mind this is VERY vague as for us challenging is mona, for new players challenging is the hollow tree or before and so on) and where you'd lose reputation or get a lot of sympathy for messing up so much.
How about...The Fallen Hero, (Player Name) ???